BUTYL ANTHRANILATE (CHEM004894)

Record Information
Version1.0
Creation Date2016-05-19 01:56:03 UTC
Update Date2026-08-18 11:17:30 UTC
Accession NumberCHEM004894
Identification
Common NameBUTYL ANTHRANILATE
ClassSmall Molecule
Description
A benzoate ester obtained by formal condensation of the carboxy group of anthranilic acid with the hydroxy group of butanol. Found in several fruit species, it is used as a flavouring and fragrance agent and also exhibits insect repellent properties.
Contaminant Sources
  • EAFUS Chemicals
  • FooDB Chemicals
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-Aminobenzoic acid butyl esterChEBI
Anthranilic acid, butyl esterChEBI
Butyl O-aminobenzoateChEBI
N-Butyl anthranilateChEBI
N-Butyl O-aminobenzoateChEBI
2-Aminobenzoate butyl esterGenerator
Anthranilate, butyl esterGenerator
Butyl O-aminobenzoic acidGenerator
N-Butyl anthranilic acidGenerator
N-Butyl O-aminobenzoic acidGenerator
Butyl 2-aminobenzoic acidGenerator
2-Aminobenzoic acid, butyl esterHMDB
Anthranilic acid, butyl ester (6ci,7ci,8ci)HMDB
Benzoic acid, 2-amino-, butyl esterHMDB
Butyl anthranilateHMDB
FEMA 2181HMDB
Butyl 2-aminobenzoateChEBI
Butyl anthranilic acidGenerator
Chemical FormulaC11H15NO2
Average Molecular Mass193.242 g/mol
Monoisotopic Mass193.110 g/mol
CAS Registry Number7756-96-9
IUPAC Namebutyl 2-aminobenzoate
Traditional Namebutyl 2-aminobenzoate
SMILESCCCCOC(=O)C1=CC=CC=C1N
InChI IdentifierInChI=1S/C11H15NO2/c1-2-3-8-14-11(13)9-6-4-5-7-10(9)12/h4-7H,2-3,8,12H2,1H3
InChI KeyHUIYGGQINIVDNW-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentBenzoic acid esters
Alternative Parents
Substituents
  • Aminobenzoic acid or derivatives
  • Benzoate ester
  • Benzoyl
  • Aniline or substituted anilines
  • Vinylogous amide
  • Amino acid or derivatives
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.49 g/LALOGPS
logP2.87ALOGPS
logP3.12ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)19.4ChemAxon
pKa (Strongest Basic)2.22ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area52.32 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity56.66 m³·mol⁻¹ChemAxon
Polarizability21.76 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDHMDB0036906
FooDB IDFDB015869
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID21105863
ChEBI ID86192
PubChem Compound ID24433
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=24089210
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=25079819
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=25349401
4. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.